GB466097A - Improvements in the manufacture of dyes - Google Patents
Improvements in the manufacture of dyesInfo
- Publication number
- GB466097A GB466097A GB2299035A GB2299035A GB466097A GB 466097 A GB466097 A GB 466097A GB 2299035 A GB2299035 A GB 2299035A GB 2299035 A GB2299035 A GB 2299035A GB 466097 A GB466097 A GB 466097A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- ethyl
- condensed
- group
- methylene group
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
- G03C1/00—Photosensitive materials
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/08—Sensitivity-increasing substances
- G03C1/10—Organic substances
- G03C1/12—Methine and polymethine dyes
- G03C1/22—Methine and polymethine dyes with an even number of CH groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/10—The polymethine chain containing an even number of >CH- groups
- C09B23/105—The polymethine chain containing an even number of >CH- groups two >CH- groups
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Dyes having the structure <FORM:0466097/IV/1> [where A=an aryl residue, X= S or Se, Y=alkyl or alkoxy, substituted or not (but not including CCl3 or CH3.CH=CH--), Z=O or S, R=alkyl and P and Q are the same or different monovalent organic radicals or are members of a common heterocyclic or homocyclic ring] are made by condensing with an arylthiazoline or an arylselenazoline having a ketonic alkacylmethylene group attached to the carbon atom in the a -position to the azoline nitrogen atom and an alkyl group attached to the azoline nitrogen atom, a compound containing a reactive methylene group directly attached to a --CO or --CS group and selected from among the following: the barbituric acids (including thiobarbituric acid), aroylacetonitriles, rhodanines and 2-thio-2 : 4-oxazolediones. They show a novel sensitizing action in photographic silver salt emulsions, and are useful in the construction of light filters. They also dye textiles, e.g. cellulose acetate artificial silk. According to examples: (a) 1-acetylmethylene-2-ethylbenzthiazoline is condensed in acetic anhydride with thiobarbituric acid, 3-ethylrhodanine, 3-phenylrhodanine or 3-ethyl-2-thio-2 : 4-oxazoledione; (b) 2-acetylmethylene - 1 - ethyl-b -naphthathiazoline is similarly condensed with thiobarbituric acid, benzoylacetonitrile, rhodanine, 3 - ethylrhodanine, 3 - phenyl-rhodanine or 3-ethyl-2-thio-2 : 4-oxazoledione, (c) 1-ethyl-2-propionylmethylene-b -naphthathiazoline is condensed with 3-phenylrhodanine. The condensation of 1-acetylmethylene-2-ethylbenzthiazoline with barbituric acid is also indicated in an equation. Specifications 428,222 and 466,269 are referred to. The reaction may be represented as follows <FORM:0466097/IV/2> where R<1> = an arylthiazole or arylselenazole system, H2C< = a reactive methylene group and X = alkyl or alkyloxy. According to the Provisional Specification an a -acylmethylene derivative of a cyclic nitrogen base, especially of an azoline, having a substituent, e.g. alkyl, on the nuclear nitrogen atom is condensed with a compound containing a reactive methylene group directly attached to a --CO or --CS group, especially an intracyclic reactive methylene group in a heterocyclic nucleus.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2299035A GB466097A (en) | 1935-08-15 | 1935-08-15 | Improvements in the manufacture of dyes |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2299035A GB466097A (en) | 1935-08-15 | 1935-08-15 | Improvements in the manufacture of dyes |
Publications (1)
Publication Number | Publication Date |
---|---|
GB466097A true GB466097A (en) | 1937-05-18 |
Family
ID=10188324
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB2299035A Expired GB466097A (en) | 1935-08-15 | 1935-08-15 | Improvements in the manufacture of dyes |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB466097A (en) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2442710A (en) * | 1937-11-09 | 1948-06-01 | Gen Aniline & Film Corp | Methined yestuffs |
US2478366A (en) * | 1944-01-22 | 1949-08-09 | Eastman Kodak Co | Polymethine dyes |
US2494031A (en) * | 1945-06-23 | 1950-01-10 | Eastman Kodak Co | Dimethine merocyanine dyes |
US2743273A (en) * | 1952-09-15 | 1956-04-24 | Eastman Kodak Co | Merocyanine dyes containing a chain substituent |
US4946960A (en) * | 1983-05-09 | 1990-08-07 | Vickers Plc | Perester compounds |
-
1935
- 1935-08-15 GB GB2299035A patent/GB466097A/en not_active Expired
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2442710A (en) * | 1937-11-09 | 1948-06-01 | Gen Aniline & Film Corp | Methined yestuffs |
US2478366A (en) * | 1944-01-22 | 1949-08-09 | Eastman Kodak Co | Polymethine dyes |
US2494031A (en) * | 1945-06-23 | 1950-01-10 | Eastman Kodak Co | Dimethine merocyanine dyes |
US2743273A (en) * | 1952-09-15 | 1956-04-24 | Eastman Kodak Co | Merocyanine dyes containing a chain substituent |
US4946960A (en) * | 1983-05-09 | 1990-08-07 | Vickers Plc | Perester compounds |
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